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Long Term Monthly Snowbird Rentals

Most property owners at Windsor Hills will consider long term rentals but more than likely not offer them at certain times. Longer term (usually considered anything in excess of a month) are most popular during winter months when holidaymakers from colder parts of the US or Canada descend on Florida to escape the inclement weather. These are often referred to as "Snowbirds". A challenge trying to be a snowbird at Windsor Hills is it's popularity during winter most notably the festive holiday period. Owners will expect a good rate to remove their property from the market for the whole of the lucrative festive holiday period. It is highly unlikely a late deal will be available for such a long period so the best advice would be to book early or be flexible and go early in the winter period (October/November) or late (January/February). For other times of the year late deals may be possible. Consult availability calendars for open slots if you are considering a monthly rental.

Free Pool Heat at the Silver Spoon Townhome!

Silver Spoon House
Townhome
3 Bed | 3 Bath | Sleeps 6

FROM $290 TO $290 P/N

3 bedrooms, 3 full bathrooms Townhome sleeps 6

Disney Vacation Home
Townhome
3 Bed | 3 Bath | Sleeps 6

FROM $130 TO $200 P/N

5 Bdrm Luxury Vacation Home; Free BBQ & Pool Heat!

Elsa's Palace
Home
5 Bed | 5 Bath | Sleeps 12

FROM $309 TO $429 P/N

Free Pool Heat at Key West in Kissimmee Towhome

Key West In Kissimm...
Townhome
3 Bed | 3 Bath | Sleeps 6

FROM $290 TO $290 P/N

Disney at your Doorstep

2659 Dinville St.
Home
6 Bed | 4 Bath | Sleeps 12

FROM $350 TO $600 P/N

5 O’Clock 🍸🍸Breezy Lanai Stunning Sunsets

Tropical Luxury
Condo
3 Bed | 2 Bath | Sleeps 6

FROM $149 TO $209 P/N

Extended Pool Deck - Free Heated Saltwater Pool

Sunshine Escape Vil...
Home
6 Bed | 4 Bath | Sleeps 14

 

Newly Renovated 5BR luxury villa in Windsor Hills

Walts Retreat
Home
5 Bed | 5 Bath | Sleeps 13

FROM $330 TO $450 P/N

Cozy & Lux Hidden Mickey pool

Enjoying Paradise
Townhome
3 Bed | 3 Bath | Sleeps 7

FROM $172 TO $510 P/N

Free Pool Heat at the Mickey Themed Townhome!

Dreaming of Disney ...
Townhome
3 Bed | 3 Bath | Sleeps 6

FROM $290 TO $290 P/N

New Listing! Luxury Townhome, south facing pool

Fantasmic Magical V...
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $1 TO $1 P/N

Location Location Location 2 minute Walk/Clubhouse

CanBe Magic
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $225 TO $425 P/N

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